8-((1R,2S)-2-Hexyl-cyclopropyl)-octanoic acid (R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester | 151766-50-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 8-((1R,2S)-2-Hexyl-cyclopropyl)-octanoic acid (R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester
• CAS: 151766-50-6
• 化学式: C₂₃H₄₂O₄
• 分子量: 382.584
• InChiKey: OKPATGYQSPFYIQ-HBMCJLEFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.02
• 重原子数：
  27.0
• 可旋转键数：
  15.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  8-((1R,2S)-2-Hexyl-cyclopropyl)-octanoic acid (R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 生成 Sodium; (S)-4-[8-((1R,2S)-2-hexyl-cyclopropyl)-octanoyloxymethyl]-2-oxo-2λ⁵-[1,3,2]dioxaphospholan-2-olate
  参考文献：
  名称：

  Synthesis of 1-O-acylglycerol 2,3-cyclic phosphate: Determination of the absolute structure of PHYLPA, a specific inhibitor of DNA polymerase α

  摘要：

  Four possible stereoisomers of PHYLPA, a specific inhibitor of DNA polymerase alpha, were synthesized in enantioselective manners. These isomers were examined for inhibition activity for DNA polymerase alpha, and the structure of PHYLPA was established as sodium 1-O-[(9'S, 10'R)-9',10'-methanohexadecanoyl]-sn-glycerol 2,3-cyclic phosphate.

  DOI：

  10.1016/s0040-4039(00)60612-3
• 作为产物：
  描述：

  methyl 8-[(1R,2S)-2-hexylcyclopropyl]octanoate 在 4-二甲氨基吡啶 、 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 4.0h， 生成 8-((1R,2S)-2-Hexyl-cyclopropyl)-octanoic acid (R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester
  参考文献：
  名称：

  Synthesis of 1-O-acylglycerol 2,3-cyclic phosphate: Determination of the absolute structure of PHYLPA, a specific inhibitor of DNA polymerase α

  摘要：

  Four possible stereoisomers of PHYLPA, a specific inhibitor of DNA polymerase alpha, were synthesized in enantioselective manners. These isomers were examined for inhibition activity for DNA polymerase alpha, and the structure of PHYLPA was established as sodium 1-O-[(9'S, 10'R)-9',10'-methanohexadecanoyl]-sn-glycerol 2,3-cyclic phosphate.

  DOI：

  10.1016/s0040-4039(00)60612-3